1-(3-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazole 2'-<2-(4-nitrophenyl)ethyl triethylammonium phosphate>

Base Information

• Chemical Name: 1-(3-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazole 2'-<2-(4-nitrophenyl)ethyl triethylammonium phosphate>
• CAS No.: 137016-65-0
• Molecular Formula: C₆H₁₅N*C₄₆H₅₀Cl₂N₃O₁₀PSi
• Molecular Weight: 1036.07
• Mol file: 137016-65-0.mol

Synonyms:

Chemical Property of 1-(3-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazole 2'-<2-(4-nitrophenyl)ethyl triethylammonium phosphate>

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazole 2'-<2-(4-nitrophenyl)ethyl triethylammonium phosphate>

There total 9 articles about 1-(3-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazole 2'-<2-(4-nitrophenyl)ethyl triethylammonium phosphate> which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

5,6-dichlorobenzimidazole (6478-73-5) → 1-(3-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazole 2'-<2-(4-nitrophenyl)ethyl triethylammonium phosphate> (137016-65-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 51 percent / p-TsOH / 1 h / 170 - 180 °C / 20 Torr

2: NaOMe / methanol

3: 87 percent / pyridine / Ambient temperature

4: 35 percent / pyridine / 18 h / Ambient temperature

6: 1) 4-nitrobenzaldoxime, H₂O / 1) dioxane, r.t., 20 min, 2) 1.5 h

With pyridine; water; sodium methylate; toluene-4-sulfonic acid; 4-nitrobenzaldehyde oxime; In methanol;

DOI:10.1016/0008-6215(92)84178-U

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → 1-(3-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazole 2'-<2-(4-nitrophenyl)ethyl triethylammonium phosphate> (137016-65-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 51 percent / p-TsOH / 1 h / 170 - 180 °C / 20 Torr

2: NaOMe / methanol

3: 87 percent / pyridine / Ambient temperature

4: 35 percent / pyridine / 18 h / Ambient temperature

6: 1) 4-nitrobenzaldoxime, H₂O / 1) dioxane, r.t., 20 min, 2) 1.5 h

With pyridine; water; sodium methylate; toluene-4-sulfonic acid; 4-nitrobenzaldehyde oxime; In methanol;

DOI:10.1016/0008-6215(92)84178-U

Reference yield:

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(5,6-dichloro-1H-benzo[d]imidazol-1-yl)tetrahydrofuran-3,4-diyl diacetate (108126-17-6,443678-71-5) → 1-(3-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazole 2'-<2-(4-nitrophenyl)ethyl triethylammonium phosphate> (137016-65-0)

Guidance literature:

Multi-step reaction with 5 steps

1: NaOMe / methanol

2: 87 percent / pyridine / Ambient temperature

3: 35 percent / pyridine / 18 h / Ambient temperature

5: 1) 4-nitrobenzaldoxime, H₂O / 1) dioxane, r.t., 20 min, 2) 1.5 h

With pyridine; water; sodium methylate; 4-nitrobenzaldehyde oxime; In methanol;

DOI:10.1016/0008-6215(92)84178-U

upstream raw materials:

1-(3-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazole 2'-<2,5-dichlorophenyl 2-(4-nitrophenyl)ethyl phosphate>

triethylamine

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

5,6-dichlorobenzimidazole

Downstream raw materials:

C₉₆H₁₂₀Cl₆N₈O₂₁P₂Si₄

1-(3-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazolyl-(2'-P-<2-(4-nitrophenyl)ethyl>>->5')-5,6-dichloro 1-(2,3-di-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)benzimidazole

C₇₈H₈₄Cl₆N₆O₁₈P₂Si₂

1-(3-O-tert-butyldimethylsilyl-5-O-p-methoxytrityl-β-D-ribofuranosyl)-5,6-dichlorobenzimidazolyl-(2'-P-<2-(4-nitrophenyl)ethyl>>->5')-5,6-dichloro 1-(2,3-di-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)benzimidazole